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Chicago Politics

Chicago Politics

Chicago 312: Remember The ARG Ads That Would Fix the Budget?

Oct 15, 2026

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8 min read

Chicago 312: Remember The ARG Ads That Would Fix the Budget?

A veto, an override, and the federal money that leaves December 31.

Chicago Politics

Chicago 312: $260.8 Million Because of One Detective

Oct 8, 2026

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7 min read

Chicago 312: $260.8 Million Because of One Detective

TIME IS OF THE ESSENCE!

Chicago Politics

Chicago 312: A New Day for Chicago's Parking Meters

Oct 1, 2026

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5 min read

Chicago 312: A New Day for Chicago's Parking Meters

This week: the parking meter deal, where sanctuary runs out, and how to use your legally mandated public comment at government meetings most effectively.

Chicago Politics

Chicago 312: Six People, 6,500 Reports, 14 Read

Sep 24, 2026

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5 min read

Chicago 312: Six People, 6,500 Reports, 14 Read

ICE in Evanston, Council punts on data centers, a bill to end DHS, and local news v. creators

Chicago Politics

Chicago 312: Budget Season AND Election Season

Sep 17, 2026

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5 min read

Chicago 312: Budget Season AND Election Season

Budget season, MBJ's re-election campaign, and the political drama of finding a new CPD superintendent.

Chicago Politics

Chicago 312: Everyone Checked So No One Did

Sep 3, 2026

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4 min read

Chicago 312: Everyone Checked So No One Did

Policy in theory v. policy in practice: who regulates a funeral home, $24,000 in unpaid daycare wages, and an ICE-contractor order that can't cancel an ICE contract.

Chicago Politics

Chicago 312: The Rent Is Too High, Even More

Aug 27, 2026

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3 min read

Chicago 312: The Rent Is Too High, Even More

The fastest-rising rents in America, what doesn't work with TIFs, and Dolly.

Chicago Politics

Chicago 312: What IS a Data Center, Besides Something No One Wants?

Aug 20, 2026

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6 min read

Chicago 312: What IS a Data Center, Besides Something No One Wants?

Six weeks left on the meters, half the school board field signs an AI pledge, and the only question worth asking a mayoral candidate.

Chicago Politics

Chicago 312: Open For Business, Out Of Power

Aug 13, 2026

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5 min read

Chicago 312: Open For Business, Out Of Power

The alderman who wrote Chicago's data center incentives is calling the mayor a stunt artist for regulating them — while 142,000 households sit in the dark.

Chicago Politics

Chicago 312: Government Is Not Neutral

Aug 8, 2026

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9 min read

Chicago 312: Government Is Not Neutral

The Department of Housing's public affairs director on the orange suit, junk fees, and why boring communication is a disservice to residents.

Chicago Politics

Chicago 312: The September Countdown Clocks

Aug 6, 2026

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4 min read

Chicago 312: The September Countdown Clocks

CPS bets payroll on Springfield, the meter deal hits its final weeks, ICE On Notice turns out to be neither, and the left has more than one candidate for mayor.

Chicago Politics

Chicago 312: How the Left Actually Wins the Narrative

Jul 23, 2026

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6 min read

Chicago 312: How the Left Actually Wins the Narrative

The week in Chicago power, for people who still believe the city can work.

Chicago Politics

Chicago 312:  Life Finds a Way

Jul 16, 2026

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6 min read

Chicago 312: Life Finds a Way

The week in Chicago power, for people who still believe the city can work.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: Don't Call It A Data Center

Jul 9, 2026

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5 min read

Chicago 312: Don't Call It A Data Center

The Pritzkers' quantum land grab has a secret data center in it, the budget fight, and the parking meter vote is Monday.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: What does ICE have to do with Chicago's parking meters?

Jul 2, 2026

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3 min read

Chicago 312: What does ICE have to do with Chicago's parking meters?

This week: quantum computers, the biggest rewrite of Chicago tenant law in 40 years, and the parking meter deal.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: Even A24 Can't Make AI Cool
LockSimple

Jun 25, 2026

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5 min read

Chicago 312: Even A24 Can't Make AI Cool

A pause on data centers, Socialist New York keep winning, one less pharmacy on the South Side, the city is suing Airbnb, and more

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: The State Budget in the Era of Trillionaires
LockSimple

Jun 18, 2026

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6 min read

Chicago 312: The State Budget in the Era of Trillionaires

This Week's 312: the attempted return of the Zombie Snap Curfew, the Illinois state budget, taxing the rich (or at least starting with social media companies), and more.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Paint Is Not Infrastructure
LockSimple

Jun 11, 2026

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6 min read

Paint Is Not Infrastructure

This week: A memorial ride, a parking-meter flip, and teen panic that the numbers don't support.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Susana Mendoza Is Also Mad About the Parking Meter Deal
LockSimple

Jun 4, 2026

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6 min read

Susana Mendoza Is Also Mad About the Parking Meter Deal

ICE is still here and still awful, just quieter while Susana Mendoza wants to save you from a City Hall she helped build

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: The Chicago Pope Hates AI and So Does Chicago
LockSimple

May 28, 2026

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6 min read

Chicago 312: The Chicago Pope Hates AI and So Does Chicago

Paul Vallas is FURIOUS about those parking meters, by the way, he just found out

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312:  Parking Meters
LockSimple

May 21, 2026

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6 min read

Chicago 312: Parking Meters

Hey remember James Cappleman?

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312:  Pay No Attention to the Water Bills Behind the Curtain
LockSimple

May 14, 2026

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6 min read

Chicago 312: Pay No Attention to the Water Bills Behind the Curtain

A data center stole 30 million gallons of water, the Obama Center's anti-displacement ordinance was never used once, and Geneva is about to decide whether your boss can keep calling itself an algorithm.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312:  Words Are Killing Ken Griffin

May 7, 2026

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4 min read

Chicago 312: Words Are Killing Ken Griffin

This week: Walgreens closes another South Side location, Ken Griffin is mad at Mamdani for the same reasons he supposedly left Chicago, and data centers aren’t a real revenue solution.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: It's Not Just A  Newsletter -- It's a Newsletter About Eileen O'Neill Burke Refusing to Investigate Federal Agents

Apr 30, 2026

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4 min read

Chicago 312: It's Not Just A Newsletter -- It's a Newsletter About Eileen O'Neill Burke Refusing to Investigate Federal Agents

This week: the Feds egged on Midway Blitz, the Doom of the Clipping Economy, Democrats found a platform, and Springfield's about to let the millionaires tax die.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: City Council Votes to Freeze Tipped Worker Wages, Just Because

Mar 19, 2026

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11 min read

Chicago 312: City Council Votes to Freeze Tipped Worker Wages, Just Because

This week: Election, More Election, City Council, Raja Krishnamoorthi's lack of open bar

H Kapp-Klote
H Kapp-Klote
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The Chicago 312

The Chicago 312

News, narrative, and strategy for people who still believe Chicago can work.


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